Pet Sitting & Drop Ins in Pleasant Grove East, Chesapeake, VA

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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Confirmed availability: Juneteenth
Sitter Profile Image: Tiffany M.
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Sitter Profile Image: Tiffany M.
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1. Tiffany M.

Dog, Hamster and kid mom :)
Virginia Beach, VA, 23464
14.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
402 reviews
123 repeat clients
from
$13
per visit
Profile image

Tiffany was awesome, we didn’t have to worry at all during our trip. We felt very safe with her watching our fur babies and we will definitely use her again. Five out of five stars!!

Confirmed availability: Juneteenth
Sitter Profile Image: Eric C.
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Sitter Profile Image: Eric C.
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2. Eric C.

Safe and Secure Military Family
moyock, NC, 27958
7.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$15
per visit
Profile image

Eric has been such a huge blessing! My father-in-law usually takes care of my girls during the day while I'm ant work and he had an unexpected surgery. Eric was able to step in on very short notice and help me for weeks while my FIL healed. I got pictures every day and know they had a great time with him. Couldn't be more thankful! 💛💛💛

Confirmed availability: Juneteenth
Sitter Profile Image: Spencer M.
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Sitter Profile Image: Spencer M.
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3. Spencer M.

Meoow wufwuff… they’ll understand!
Chesapeake, VA, 23323
12.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$18
per visit
Profile image

Spencer is fantastic! He was quick to respond to my initial inquiry and set up the meet and greet. He clicked well with my animals, even winning some of my more skittish babies. He even made time to let one of our cats spend a few minutes outside each day, which is his favorite thing. Can’t recommend Spencer enough!

Confirmed availability: Juneteenth
Sitter Profile Image: Anna A.
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Sitter Profile Image: Anna A.
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4. Anna A.

Flexible schedule and Animal lover!
Greenbrier East, Chesapeake, VA, 23320
12.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
18 repeat clients
from
$20
per visit
Profile image

We had a drop-in meeting today with Anna. It went fabulously. My dog adored her. She was thorough in her questions & care plan, and knowledgeable about dog behavior. I have no doubts my pets will feel comfortable with Anna, and we will be booking with her for a long vacation in the future.

Confirmed availability: Juneteenth
Sitter Profile Image: Kylie P.
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Sitter Profile Image: Kylie P.
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5. Kylie P.

10/10 Dogs Recommend
Virginia Beach, VA, 23464
11.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$15
per visit
Profile image

Kylie was awesome with our pets! She made time to come by beforehand to meet all of them and make sure she knew where everything was. We got pictures and updates with each visit to let us know what was going on and she communicated any issues or concerns. You can tell she really cares about the animals she’s watching and pays attention to their needs.

Confirmed availability: Juneteenth
Sitter Profile Image: Kristin O.
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Sitter Profile Image: Kristin O.
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6. Kristin O.

Rover 101
Dog Trainer, Veterinary Assistant
Chesapeake, VA, 23322
7.0 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
19 repeat clients
from
$22
per visit
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Kristin was fabulous. The dogs got a long visit like we requested to keep their behavior in check during their first full days alone since 2020. The dogs were very good and still seemed tired when my husband got home from work.

Confirmed availability: Juneteenth
Sitter Profile Image: Riya G.
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Sitter Profile Image: Riya G.
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7. Riya G.

Experienced, Excited Student
Chesapeake, VA, 23322
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$18
per visit

Riya has always been extremely skilled and helpful when caring for our cats . She handles our cats with gentle hands and is able to calm the most skittish cat. Her experience as a kennel technician at the local vet is comforting since she has experience with both cats and dogs . She has shown confidence when giving subcutaneous fluids , oral medication and using a aerocat with albuterol for our cat with asthma . Riya’s compassion for animals and their care shines through each day.

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Sitter Profile Image: Klaira S.
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Sitter Profile Image: Klaira S.
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8. Klaira S.

Active dog owner who loves all pets
Great Bridge East, Chesapeake, VA, 23322
7.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$20
per visit
Profile image

Klaira was a wonderful and comforting companion, while we were gone, to our Frenchie, Scarlett. Klaira gave us detailed and thorough updates for every visit. I know that Scarlett enjoyed her being there. I highly recommend Klaira for anyone needing a caring and responsible companion for their pet.

Confirmed availability: Juneteenth
Sitter Profile Image: Gage R.
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Sitter Profile Image: Gage R.
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9. Gage R.

All-sizes dog expert! Choose me!
Great Bridge East, Chesapeake, VA, 23322
7.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
3 repeat clients
from
$14
per visit

About: Hello! My name is Gage and I am looking for an opportunity to take care of your pups/dogs! At home, I have a 3 year old, spunky Yorkie and a 7 year old composed Yellow Lab. If you choose to have your dog spend the day/night at my house, I will make sure they will be well fed, given water, and proper outside and play time; if requested, I will also socialize my dogs with yours. The same applies to when I spend the night at your house! I am very friendly and seem to make automatic friends with every dog I meet! I have actively taken care of a variety of pets, so I’m not limited to only dogs! Thank you for considering me to take care of your precious pets! I'm currently working a part-time job with a flexible schedule, so I can mend my time to make sure your pets are taken care of. I have dog sat in the past and I am very adaptable when it comes to the dynamics of another person’s home. I acknowledge the fact that dogs are typically uneasy when a stranger first enters their home, and I hope to establish and mutual trust between the animals through exposure and activity.

Confirmed availability: Juneteenth
Sitter Profile Image: Becca B.
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Sitter Profile Image: Becca B.
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10. Becca B.

Life long furr baby lover 💜
Chesapeake, VA, 23322
4.9 mi. away
Drop-In Visits, Dog Walking
26 years of experience
from
$16
per visit
Profile image

Did a great job with our pup

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Sitter Profile Image: Carrie J.
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Sitter Profile Image: Carrie J.
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11. Carrie J.

Let’s Play!
Moyock, NC, 27958
7.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$15
per visit

Carrie is the absolute best! She is super intentional about caring for my pup Jack's wellbeing and makes me feel like she loves him just as much as I do. I receive photos and updates on how he's doing which makes being away so much easier. Definitely my go to girl from now on!

Confirmed availability: Juneteenth
Sitter Profile Image: Emily R.
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Sitter Profile Image: Emily R.
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12. Emily R.

Dedicated to loving on your pet :)
Pleasant Grove West, Chesapeake, VA, 23322
6.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
12 years of experience
from
$13
per visit

About: I have taken care of dogs my entire life from my own pets, family members, neighbors, and hired clients. All of which have relied on me to walk, feed, bathe, and love on their pets. I am also very experienced in caring for senior dogs and giving medications. Although I love senior dogs I am also experienced in taking care of cats, bunnies, and guinea pigs. As a college student majoring in Animal and Veterinary Science at the University of Maine, I have a passion for caring for animals. I will be home for the summer and am available all week to provide pet care services. I understand the importance of flexibility and am willing to accommodate early morning and late-night visits to ensure the comfort of your pet. Your furry friend's well-being is my top priority! I have a set schedule in my own home to care for my two very different dogs with different feeding time and walk schedules. I am dedicated to completing the task clients leave me with but I also like to put in extra effort to make sure the pet feels as comfortable as possible.

Confirmed availability: Juneteenth
Sitter Profile Image: Sarah L.
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Sitter Profile Image: Sarah L.
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13. Sarah L.

Gentle, loving care
Great Bridge, Chesapeake, VA, 23322
8.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$15
per visit

Sarah is a very compassionate and helpful to my pups! She is also great with communication in making sure that my dogs are in good hands by letting me know that she’s played with them, taken them for walks, and fed them if needed. I would definitely recommend her as a walker/sitter for any of my family or friend’s pets.

Sitter Profile Image: Amber & Ryan B.
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Sitter Profile Image: Amber & Ryan B.
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14. Amber & Ryan B.

Amber
Great Bridge, Chesapeake, VA, 23322
6.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
9 repeat clients
from
$18
per visit
Profile image

Amber and Ryan are so great with my pup! They always send updates and all the pictures. I will continue to use them and I definitely recommend them to anyone in need of doggy care!! 😊

Confirmed availability: Juneteenth
Sitter Profile Image: Claire C.
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Sitter Profile Image: Claire C.
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15. Claire C.

Rover 101
Your dog is sure to have a ball! :)
Moyock, NC, 27958
6.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
63 reviews
20 repeat clients
from
$20
per visit
Profile image

Claire is an excellent, caring, and responsible sitter. She was on time and thorough with each visit, sent me text updates throughout her visits with my fur baby, and made me feel at ease for a first timer leaving my pup. We will definitely be using her again!

Sitter Profile Image: Kristeena Francis M.
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Sitter Profile Image: Kristeena Francis M.
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16. Kristeena Francis M.

Older, Honest and Reliable
Great Bridge, Chesapeake, VA, 23322
7.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
3 repeat clients
from
$20
per visit
Profile image

Kristeena helped us out again and again took amazing care of our fur/scale babies! It is such a relief to know I don't have to worry about their wellbeing while we're away.

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Sitter Profile Image: Rebekah A.
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Sitter Profile Image: Rebekah A.
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17. Rebekah A.

animal lover!
Moyock, NC, 27958
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
4 years of experience
from
$12
per visit

About: Hello, I’m Bekah! I’m a college student and am looking to watch your dogs this summer! have 4 dogs at home I care for, and have been around dogs all my life. I believe my passion and love for animals makes me a great candidate. I have a new puppy and I also have a senior dog, so I have experience with dogs of all ages. I have experience caring for cats as well! I have a fairly flexible schedule. I am a college student, but now that summer has approached, I am available during weekdays and most weekends! I can feed, clean, watch, and play with the dogs. I am very flexible, so I am willing to meet the needs based on your pet.

Confirmed availability: Juneteenth
Sitter Profile Image: Jenna H.
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Sitter Profile Image: Jenna H.
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18. Jenna H.

Responsible and well-practiced
Great Bridge East, Chesapeake, VA, 23322
5.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$10
per visit

Jenna is an incredible caregiver to your pets and beyond respectful of your home. She has cat sat for both of my cats frequently and has always done a great job taking her time and spending quality time with them. You won’t find anyone better!

Confirmed availability: Juneteenth
Sitter Profile Image: Jon M.
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Sitter Profile Image: Jon M.
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19. Jon M.

Sit. Stay. Bark n play. Also, walks
Moyock, NC, 27958
5.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$20
per visit

About: I'm a high school math teacher and basketball coach. My wife works from home full time. Looking to watch after your little guys so we don’t have to get another one. Our dog Penny, a 15 lbs min pin mix, is everyones best friend and enjoys adventure walks. We are totally fine if your dog would like to join us for a stroll or play for a bit. Most days I'm up early and dont mind being active and taking morning walks. Experience wise ive taken care of neighbors cats and dogs as a teen and have had 2 dogs myself over my adult years as well as turtles if you care about that. Dropping off your pet at my place seems like the best but I'm open to stopping by your place if need be. We take our dog for 2-3 walks a day so that’s part of our normal routine, and one of us is always at home full time to care for your pup. My wife loves snuggles and always looking for another blanket buddy We have a large yard and one friendly pup looking for her next best friend. Quiet home with lots of space and full time companion

Sitter Profile Image: Corinna B.
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Sitter Profile Image: Corinna B.
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20. Corinna B.

Reliable and personable pet lover!!
Chesapeake, VA, 23322
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
3 repeat clients
from
$15
per visit
Profile image

Corinna was a blessing to us and our feathered ladies! She was open and attentive to their care and schedule while we were away. What a comfort to find Corinna and that she is close to our home too! That greatly enhanced the commitment we were looking for. We will definitely give Corinna a call for our future needs!

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In Pleasant Grove East, Chesapeake, VA, dog lovers trust Rover.com for their pet sitting needs. Over 290 pet owners have reviewed pet sitters in Chesapeake, giving them an average rating of 4.9/5 stars. Booking pet sitting in Pleasant Grove East can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Chesapeake on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Pleasant Grove East pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Pleasant Grove East, Chesapeake who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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